Ethylenediamine → HCID 18448979, compound

HRID 1270077Notes

Reaction equation

HRID 1270077 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1.[CH2:17]([NH2:20])[CH2:18][NH2:19].C(Cl)Cl>CN1CCCC1=O.CO>[NH2:19][CH2:18][CH2:17][NH:20][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 3301EthylenediamineHCID 6344DichloromethaneHCID 1126045HCID 1126045, compound

Product 1

HCID 18448979HCID 18448979, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 7-chloro-1-methyl-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (1.5 g, prepared according to H. Agui and T. Nakagome, J. Heterocycl. Chem., (1979), 16(7), 1353–60) in 1-methyl-2-pyrrolidinone (15 mL), was added ethylenediamine (1.9 g). The mixture was heated at 130° C. for 24 hours. The reaction mixture was cooled and poured into DCM (20 mL). The precipitate obtained was dispersed in MeOH, filtered giving the title compound (500 mg).

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe precipitate obtained
  3. filtrationfiltered

Sources & evidence

ORD record
ord-d373ce5a9d374666a417b8609842959a
Source dataset
uspto-grants-2007_04
Patent number
US07202221B2

Reaction notes

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